From First Condo to Cashflow: Jessie’s Real Estate Story

What if the way you think about money today traces back to something that happened when you were twelve or thirteen? On this episode of Wealth B-Hers, Dr. Felecia Froe sits down with Jonathan Steele, founder and chief investment officer of One Wealth Advisors, a firm managing $1.4 billion for roughly 400 families. Jonathan traces his money story back to eighth grade, watching his mom pay off a department store credit card the second they got home, and then walks through his own winding path from a restaurant kitchen to cold calling at Bear Stearns to building an independent firm with his brother.

Dr. Felecia Froe made her first real estate investment years before she even knew she was an investor. She was five years into her medical practice when it hit her that this wasn’t the last thing she’d ever do. In this ICYMI crossover from Zen and the Art of Real Estate Investing, she tells host Jonathan Greene how an office building she bought with fellow women physicians turned out to be that first deal, though she didn’t realize it until years later. From there she built fast, lost hard in 2008, and rebuilt into Money With Mission, a community that helps professional women use real estate as a financial escape hatch from bad jobs and bad relationships.

There’s a kind of waiting that doesn’t feel like waiting. You know exactly what you need to do. You’ve meant to do it for longer than you’d like to admit. You keep finding a reason why right now isn’t quite the right time, and you tell yourself that’s responsible, that’s thoughtful, that’s just good timing. In episode 11 of the Wealth B-Hers Foundations series, Dr. Felecia Froe is done letting that story stand. She breaks down exactly what waiting costs, the compound growth that quietly disappears, the confidence that erodes one avoided month at a time, the low hum of 2am anxiety that never fully goes away. She shares her own experience starting over in the middle of real loss after 2008, and she lands on something most financial advice never says out loud: the perfect moment to begin is never coming, for anyone.